반응식
[Br:1][C:2]1[N:7]=[C:6]([C:8](=O)[CH:9]([F:11])[F:10])[C:5]([F:13])=[C:4]([Si:14]([CH2:19][CH3:20])([CH2:17][CH3:18])[CH2:15][CH3:16])[CH:3]=1.[CH3:21][C:22]([S@@:25]([NH2:27])=[O:26])([CH3:24])[CH3:23]>C1COCC1.C(O[Ti](OCC)(OCC)OCC)C>[Br:1][C:2]1[N:7]=[C:6]([C:8](=[N:27][S@:25]([C:22]([CH3:24])([CH3:23])[CH3:21])=[O:26])[CH:9]([F:11])[F:10])[C:5]([F:13])=[C:4]([Si:14]([CH2:19][CH3:20])([CH2:17][CH3:18])[CH2:15][CH3:16])[CH:3]=1참가 물질
5
반응물 2
생성물 1
시약·촉매·용매 2
반응 조건
- 온도
- 80 °C
실험 절차
A mixture of 1-(6-bromo-3-fluoro-4-triethylsilanyl-pyridin-2-yl)-2,2-difluoro-ethanone (9.8 g, 26.6 mmol), (S)-2-methylpropane-2-sulfinamide (3.23 g, 26.6 mmol) and tetraethoxytitanium (13.81 ml, 53.2 mmol) in THF (66.5 ml) was stirred at 80° C. in 3 capped microwave vials (3×25 ml) for 3 hours. The cold reaction mixture was poured into ice cold water and the precipitate was filtered through a pad of hyflo and washed thoroughly with ethyl acetate. The organic phase was washed with brine, dried over sodium sulfate, filtered and evaporated. The crude product (12.5 g) was chromatographed over silica gel (cyclohexane:ethyl acetate 5:1) to afford the title compound. 7.96 g (63% yield).
후처리
- customThe cold reaction mixture
- additionwas poured into ice cold water
- filtrationthe precipitate was filtered through a pad of hyflo
- washwashed thoroughly with ethyl acetate
- washThe organic phase was washed with brine
- dry with materialdried over sodium sulfate
- filtrationfiltered
- customevaporated
- customThe crude product (12.5 g) was chromatographed over silica gel (cyclohexane:ethyl acetate 5:1)
출처 및 근거
- ORD 기록
- ord-eb471c4a005e43228c9fae2315fa0696
- 출처 데이터셋
- uspto-grants-2014_01
- 특허 번호
- US08637508B2
연결된 노트
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